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可见光照促进炔酸酯的双重 C-C 键形成的串联自由基加成/环化反应:香豆素的合成。

Visible-Light-Promoted Dual C-C Bond Formations of Alkynoates via a Domino Radical Addition/Cyclization Reaction: A Synthesis of Coumarins.

机构信息

State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University , Lanzhou 730000, People's Republic of China.

Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071, People's Republic of China.

出版信息

Org Lett. 2016 Aug 5;18(15):3846-9. doi: 10.1021/acs.orglett.6b01857. Epub 2016 Jul 22.

DOI:10.1021/acs.orglett.6b01857
PMID:27443889
Abstract

A visible-light-promoted, mild, and direct difunctionalization of alkynoates has been accomplished. This procedure provides a new strategy toward synthesis of the coumarin core structure by photoredox-mediated oxidation to generate the α-oxo radical, which supervenes a domino radical addition/cyclization reaction in moderate to good yields with high regioselectivity at ambient temperature.

摘要

实现了可见光照促进的温和、直接的炔酸酯双官能化反应。该方法通过光氧化还原介导的氧化生成α-氧自由基,为香豆素核心结构的合成提供了一种新的策略,该自由基加成/环化反应在温和条件下以中等到良好的收率和高区域选择性在环境温度下进行。

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